Text / Call: (352) 299-4318

Reliable Home & Pet Care Services in The Villages
Text or Call: (352) 299-4318
Email: Greg@HappyDogPetSitting.com
Text / Call: (352) 299-4318

Email: Greg@HappyDogPetSitting.com
Happy Dog Pet Sitting is more than just a sitter! We are full-service pet care specialists that provide reliable in-home pet sitting services to every client including preparation of special diets as well as administration of medications. You will have peace of mind that your pet(s) and property will be in excellent hands. All bookings include a customized care plan tailored to your pet's needs. You'll receive updates with pictures regularly so you know how your pet is doing while you're away.
Over 25 years of experience with all kinds of pets!
-Insured and Bonded: Business Insurers of the Carolinas-
-Pet Sitters International Member-
-Voted "Neighborhood Favorite" on Nextdoor.com-
Check out our Photo Gallery and Client Reviews!

Meet the animal-loving team behind Happy Dog Pet Sitting LLC!
From belly rubs and playtime to overnight cuddles and special care, we treat every pet like one of our own. Our experienced, bonded & insured sitters are passionate about keeping tails wagging, whiskers happy, and pet parents worry-free while they're away.
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Hello, we’re Greg and Billi, co-owners of Happy Dog Pet Sitting LLC, proudly serving The Villages.
Greg has been operating Happy Dog Pet Sitting in The Villages since 2019, earning a reputation for dependable, detail-oriented in-home pet care. With over 25 years of experience working with animals, his background also includes several years as a foster volunteer, providing hands-on care for animals in need.
Billi brings over 25 years of professional pet care experience, including extensive work in veterinary care environments and the management of a boarding facility. She has also served as a foster caregiver and has experience with a wide range of animals—including primates. Billi has a special affinity for large breeds and is a longtime Siberian Husky mom.
Together, we share a genuine passion for animals and take pride in providing thoughtful, personalized in-home care—especially for pets with special needs. Our clients know us for our consistency, discretion, and reliability, and trust us to care for their pets as if they were our own.
Over the years, we’ve built a strong and trusted reputation throughout The Villages, grounded in professionalism, dependability, and a sincere love for every pet we care for. We look forward to meeting you and your pet(s).

Berkley is a valued member of the team at Happy Dog Pet Sitting LLC and has had a lifelong love for animals of all kinds, including dogs, cats, birds, reptiles, and small animals. Her favorite part of pet sitting is getting to know each pet’s unique personality and building trust with them.
With experience working in a veterinary environment, Berkley is comfortable caring for sick, elderly, injured, or disabled pets, including administering medications and providing basic first aid when needed.
Berkley has always had a special soft spot for cats but equally enjoys spending time with dogs and other animals. At home, she has a goofy 6-year-old Borzoi named Auri and a very talkative senior cat named Boo.

Monica is our feline specialist and has been part of the Happy Dog team since the early days of the company. With years of hands-on experience caring for cats, including fostering and rescuing, she has a special understanding of feline behavior and care. Monica is especially great with shy, senior, and special-needs cats, helping them feel comfortable and safe while their owners are away. She is also known for her cleanliness, organization, and attention to detail, helping keep both our team and our client care running smoothly behind the scenes. Quiet, dependable, and deeply caring, Monica is an important part of the Happy Dog family.
All-inclusive daily care for your loved pets while you're away.
(Includes overnight sitting as well as drop-in visits with text/picture updates)
Drop-in visits for your pet while you're away. (At your home)
30 min. visit includes walk, feeding, and playtime w/ text/picture updates.
(Discounted rate for multiple daily visits)
Per additional Pet
National holiday (week of)
National holidays (week of)
Extra time with your pet(s) in addition to included 30 minutes
Effective 01/01/2023
Happy dog also provides many other services related to the needs of Villagers
Weekly inspections of your property with detailed text updates and pictures.
$25 per additional visit upon request for vendors and maintenance.
Happy dog provides safe transportation to vet and grooming appointments, as well as any other transportation needs for your pets.
*$20 each way for round-trip
Happy Dog Pet Sitting LLC
Choosing a sitter is an important decision. In-person meet and greets are always FREE! Happy Dog Pet Sitting... more than just a sitter!
Email: Greg@HappyDogPetSitting.com
Phone: (352) 299-4318
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